This Pretty Little Liar has had a major style overhaul! Check out how Ashley's red carpet looks have gone from super-casual to edgy and glamorous.

Ashley Benson—2005

Ashley Benson—2005

Ashley nailed down the biggest trends of the early aughts (distressed bellbottoms, spaghetti tanks) with this ensemble, right down to the tiny Coach purse! Although Ashley told us that she thinks all of her clothes from this year were pretty horrible, we think the distressed jeans and spaghetti-strap top could have been a cute option for school or the mall. However, a red carpet event deserves something a little more special!

Ashley Benson—2005

Ashley Benson—2005

Ashley told Seventeen that her mom was her stylist when she first started out because, "I didn't know how to dress myself." She was rarely seen without a pair of cowboy boots! Believe it or not, pockets below the hemline was actually all the rage in 2005!